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Stretching back to the headmastership of Dr. Doncaster, this collection comprehensively covers the correspondence, publications, photographs and other ephemera of the headmasters of Oakham School up to the present day. For many of the headmasters, correspondence and rolls calls are a significant theme in their series.

This collection also contains an excellent record of speeches and sermons given by G. Talbot Griffiths and John Buchanan.

The final series on reports covers the headmaster's, deputy headmaster's and registers writings on the state of the school, including topics such as building and estate development, admissions, the curriculum, examination results, and Old Oakhamians.

This series focusses on the headmastership of Oliver Richard Sylvester Bull (1977-1984) and contains items relating to the life at School in the 1970s and 1980s, its staff and pupils. One of the files relates to Michael Stevens as Acting Headmaster for two terms in 1985.

This sub-file focusses on minutes of Parent/Teacher Committee meetings during the headmastership of Richard Bull (1978-1984).

Minutes of a Parent/Teacher Committee meeting held on 25 November 1978 at the Headmaster's house. Contents: Matters arising from the minutes; Careers; Speech Day and the end of the Summer term 1979; Any Other Business; Representation of the Committee; Date of the next meeting. Two pages A to B.

This file focusses on matters of the Parent/Teacher Committee during the headmastership of Richard Bull.

Minutes of a Parent/Teacher Committee meeting held on 21 February 1979 in Old Hall. Contents: Matters arising from the minutes; Structure and Purpose of the Parent/Teacher Committee; Any Other Business; Representation of the Committee; Date of the next meeting.

Minutes of a Parent/Teacher Committee meeting held on 23 June 1979 at the Headmaster's house. Contents: Matters arising from the minutes; The place of Association Football in the Sports Curriculum; The Structure and purpose of the Parent/Teacher Committee; Any Other Business; Representation of the Committee; Date of the next meeting. Three pages A to C.

This series focusses on the headmastership of Graham Smallbone (1985-1996) and contains items relating to the life at School in the 1980s and 1990s, its staff and pupils.

This file focusses on matters of the Parent/Teacher Committee during the headmastership of Graham Smallbone.

A letter from the Headmaster Graham Smallbone to T.M. Reay, Mrs Wheway, Roger Blackmore and the Housekeepers, containing the minutes of a meeting regarding OSEL, conferences and support to house staff. Two pages A and B.